4-Fluoroaniline → HCID 69956482, compound

HRID 1289585Notes

Reaction equation

HRID 1289585 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[CH3:9][C:10]1[C:11]([Cl:28])=[N:12][C:13]([N:17]2[CH2:26][CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C@@H:18]2[CH3:27])=[N:14][C:15]=1[CH3:16]>CN(C)C=O>[ClH:28].[CH3:9][C:10]1[C:11]([NH:6][C:5]2[CH:7]=[CH:8][C:2]([F:1])=[CH:3][CH:4]=2)=[N:12][C:13]([N:17]2[CH2:26][CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C@@H:18]2[CH3:27])=[N:14][C:15]=1[CH3:16]

Participants

4

Reactant 2

HCID 97314-FluoroanilineHCID 54324573HCID 54324573, compound

Product 1

HCID 69956482HCID 69956482, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After 4-fluoroaniline(0.6 ml, 6.3 mmol) was added to mixture solution of (S)-5,6-dimethyl-2-(1-methyl-1,2,3,4-tetrahydroisoquinoline-2-yl)-4-chloropyrimidine(0.85 g, 3.0 mmol) prepared in Step 2 of Example 62 and dimethylformamide (10 ml), 0.55 g of the titled compound was obtained in accordance with the same procedure as in Step 4 of Example 57.

Sources & evidence

ORD record
ord-505034bfb95b4e6fbf6baaf1a1a5936c
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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